He had the AI collect his will and trust documents and check them against state statutes. The review found missing signatures, an illegal clause, and outdated law references, and he fired his attorney the same day.
She was using AI to archive legislative material when it flagged a serious vulnerability in a state legislature's website. She had to stop and report it.
Outside code, his biggest win is boring paperwork. The AI filed his reserve duty refunds, sorted out his national insurance payments and did his flight check-ins, working in his own logged in Chrome. Each job is about ten minutes of work, which is exactly why he kept putting them off. He gives each area of his life its own folder with a CLAUDE.md and a notes file, so the money stuff does not mix with the rest.
Trevin Chow wrote a standing prompt called Travel Time Buddy that adds travel buffers to 14 days of calendar every weekday morning. The agent keeps his schedule padded against transit time.
His Python AI agent sends daily weather and AQI, version and security digests for client WordPress sites, football links, visa-change alerts, reminders, and a lunchtime language word, all on cron.
The AI’s tools produced printable booth artifacts for a nonprofit he advises; in about 30 minutes he had a professional PDF uploaded to FedEx Kinkos for printing.
His agent sweeps his email and call transcripts looking for work he missed, then drafts the follow up messages and tickets for him. It catches commitments that slipped past him in busy weeks.
His phone already blocks most spam calls. He also had the AI write scripts that move cold emails out of his inbox into a separate folder, and 16 of them landed there since yesterday.
After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.